Director/Sr. Director of Employer Sales

New
J
JobgetherDigital Healthcare
Based in the United StatesFull-TimeDirector
SalaryBase salary of $160,000–$225,000 per year, depending on experience, skills, and qualifications.
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Job Details

Experience
10+ years
Required Skills
Business DevelopmentHubSpotAccount Management

Requirements

  • 10+ years of experience in employer healthcare benefits sales, ideally within digital health, healthcare services, or another high-growth environment.
  • Demonstrated success consistently meeting or exceeding sales quotas and personally closing complex employer healthcare or benefits deals.
  • Established relationships across the HR and employee benefits ecosystem, including a strong network of employers, brokers, and consultants.
  • Proven ability to originate opportunities, prospect effectively, build executive relationships, and personally drive enterprise deals through to close.
  • Experience navigating complex organizations and influencing stakeholders from Director-level buyers through C-suite executives.
  • Strong understanding of the employer benefits ecosystem and the roles played by employers, brokers, consultants, and health plans.
  • Highly organized and commercially disciplined, with strong forecasting, CRM management, follow-up, and pipeline-management skills.
  • Excellent written, verbal, presentation, negotiation, and relationship-building capabilities.
  • Ability to work independently while collaborating effectively with cross-functional teams in a fast-paced, high-growth environment.
  • Self-directed, resilient, resourceful, and motivated by ambitious goals and meaningful commercial outcomes.
  • Passion for improving healthcare for women and enthusiasm for contributing to a mission-driven organization.

Responsibilities

  • Own a national employer territory and revenue target, developing and executing a focused strategy to identify, engage, and convert ideal customer accounts.
  • Build and maintain a high-quality pipeline through proactive prospecting, creative outreach, industry relationships, and targeted account development.
  • Lead complex, multi-stakeholder sales cycles from initial engagement through executive presentations, negotiation, contracting, and close.
  • Build trusted relationships with HR, Benefits, Total Rewards, and executive-level buyers while developing internal champions and navigating organizational decision-making.
  • Leverage relationships across employers, brokers, benefits consultants, and health plans to create opportunities, accelerate sales cycles, and maximize deal value.
  • Deliver consultative, compelling presentations that connect the organization’s value proposition to employer priorities, workforce needs, and the competitive landscape.
  • Maintain rigorous sales discipline through accurate forecasting, CRM hygiene, follow-up, pipeline management, and detailed deal tracking in HubSpot.
  • Share buyer, market, and competitive insights internally and collaborate cross-functionally to strengthen the employer sales motion and continuously improve sales playbooks.
  • Represent the organization at relevant industry events and customer engagements, with approximately 20–25% travel expected.
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Base salary of $160,000–$225,000 per year, depending on experience, skills, and qualifications.
Apply Now